CAS: 345642-86-6; 5-Hydroxypyrimidine-2-Carbonitrile

相似化合物

35231-56-2 1782399-94-3 345642-87-7

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5-benzyloxypyrimidine-2-carbonitrile methyl 5-hydroxypyrimidine-2-carboxylate

📜2-氰基-5-苄氧基嘧啶置于palladium 10% On Activated Carbon,氢气体系中,用 溶剂黄146 用作溶剂,化学反应 36.0H,反应生成2-氰基-5-羟基嘧啶
参考文献:Synthesis And Evaluation Of Heterocyclic Analogues Of Bromoxynil
标题:Synthesis And Evaluation Of Heterocyclic Analogues Of Bromoxynil
摘要:One Attractive Strategy To Discover More Active And/or Crop-Selective Herbicides Is To Make Structural Changes To Currently Registered Compounds. This Strategy Is Especially Appealing For Those Compounds With Limited Herbicide Resistance And Whose Chemistry Is Accompanied With Transgenic Tools To Enable Herbicide Tolerance In Crop Plants. Bromoxynil Is A Photosystem Ii (Psii) Inhibitor Registered For Control Of Broadleaf Weeds In Several Agronomic And Specialty Crops. Recently At The University Of Tennessee-Knoxville Several Analogues Of Bromoxynil Were Synthesized Including A Previously Synthesized Pyridine (2,6-Dibromo-5-Hydroxypyridine-2-Carbonitrile Sodium Salt),A Novel Pyrimidine (4,6-Dibromo-5-Hydroxypyrimidine-2-Carbonitrile Sodium Salt),And A Novel Pyridine N-Oxide (2,6-Dibromo-1-Oxidopyridin-1-Ium-4-Carbonitrile). These New Analogues Of Bromoxynil Were Also Evaluated For Their Herbicidal Activity On Soybean (Glycine Max),Cotton (Gossypium Hirsutum),Redroot Pigweed (Amaranthus Retroflexus),Velvetleaf (Abutilon Theophrasti),Large Crabgrass (Digitaria Sanguinalis),And Pitted Morningglory ( Ipomoea Lacunose ) When Applied At 0.28 Kg Ha(-1). A Second Study Was Conducted On A Glyphosate-Resistant Weed (Amaranthus Palmeri) With The Compounds Being Applied At 0.56 Kg Ha(-1). Although All Compounds Were Believed To Inhibit Psii By Binding In The Quinone Binding Pocket Of D1,The Pyridine And Pyridine-N-Oxide Analogues Were Clearly More Potent Than Bromoxynil On Amaranthus Retroflexus. However,Application Of The Pyrimidine Herbicide Resulted In The Least Injury To All Species Tested. These Variations In Efficacy Were Investigated Using Molecular Docking Simulations,Which Indicate That The Pyridine Analogue May Form A Stronger Hydrogen Bond In The Pocket Of The D1 Protein Than The Original Bromoxynil. A Pyridine Analogue Was Able To Control The Glyphosate-Resistant Amaranthus Palmeri With >80% Efficacy. The Pyridine Analogues Of Bromoxynil Showed Potential To Have A Different Weed Control Spectrum Compared To Bromoxynil. A Pyridine Analogue Of Bromoxynil Synthesized In This Research Controlled Several Weed Species Greater Than Bromoxynil Itself,Potentially Due To Enhanced Binding Within The Psii Binding Pocket. Future Research Should Compare This Analogue To Bromoxynil Using Optimized Formulations At Higher Application Rates.
Doi:10.1021/jf404209D